[3-CYCLOADDITIONS OF 1-AZA-2-AZONIAALLENE CATIONS TO MULTIPLE BONDS(2])

Authors
WANG QR AMER A MOHR S ERTEL E JOCHIMS JC
Citation
Qr. Wang et al., [3-CYCLOADDITIONS OF 1-AZA-2-AZONIAALLENE CATIONS TO MULTIPLE BONDS(2]), Tetrahedron, 49(44), 1993, pp. 9973-9986
Citations number
61
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
49
Issue
44
Year of publication
1993
Pages
9973 - 9986
Database
ISI
SICI code
0040-4020(1993)49:44<9973:[O1CTM>2.0.ZU;2-R
Abstract
Hydrazones of ketones, 1, are transformed into 1-chloroalkylazo compou nds, 2, which react with Lewis acids to give transient 1-aza-2-azoniaa llene salts, 3. The cations 3 react with with acetylenes, olefins, iso cyanates, carbodiimides, and nitriles under [3+2]-cycloadditions. The cycloadducts undergo consecutive reactions, e.g. [1,2]-shifts of alkyl groups.